HCID 67515954, compound → HCID 86693007, compound

HRID 2173234Notes

Reaction equation

HRID 2173234 reaction equation
[OH:1][CH:2](CO)[CH2:3][C:4]1[C:5]([O:13][CH3:14])=[CH:6][C:7]([F:12])=[C:8]([CH:11]=1)[C:9]#[N:10]>CO.O>[F:12][C:7]1[CH:6]=[C:5]([O:13][CH3:14])[C:4]([CH2:3][CH:2]=[O:1])=[CH:11][C:8]=1[C:9]#[N:10]

Participants

3

Reactant 1

HCID 67515954HCID 67515954, compound

Product 1

HCID 86693007HCID 86693007, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of 5-(2,3-dihydroxypropyl)-2-fluoro-4-methoxybenzonitrile (2.0 mmol) in 10 mL of methanol/water=3:1 was cooled to 0° C. by ice bath, and then NaIO4 (3.0 mmol) was added. After stirred the reaction at 0° C. for 2 hrs, the mixture was filtered and concentrated. The residue was dissolved in DCM, dried over anhydrous sodium sulfate, and then purified with fast column chromatography to give the product 2-fluoro-4-methoxy-5-(2-oxoethyl)benzonitrile.

Workup

  1. customthe reaction at 0° C. for 2 hrs
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in DCM
  5. dry with materialdried over anhydrous sodium sulfate
  6. custompurified with fast column chromatography

Sources & evidence

ORD record
ord-ab347cc041ca407898aa20b7ae668448
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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